(5aS,6R,8R,9aS,10R)-10-hydroxy-5a-methyl-1-oxo-3-(pyridin-3-yl)-1,5a,6,7,8,9,9a,10-octahydropyrano[4,3-b]chromene-6,8-diyl bis(4-cyanobenzoate)

ID: ALA5269190

Chembl Id: CHEMBL5269190

Max Phase: Preclinical

Molecular Formula: C34H25N3O8

Molecular Weight: 603.59

Names and Identifiers

Canonical SMILES:  C[C@]12Oc3cc(-c4cccnc4)oc(=O)c3[C@H](O)[C@@H]1C[C@@H](OC(=O)c1ccc(C#N)cc1)C[C@H]2OC(=O)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C34H25N3O8/c1-34-25(30(38)29-27(45-34)15-26(43-33(29)41)23-3-2-12-37-18-23)13-24(42-31(39)21-8-4-19(16-35)5-9-21)14-28(34)44-32(40)22-10-6-20(17-36)7-11-22/h2-12,15,18,24-25,28,30,38H,13-14H2,1H3/t24-,25+,28-,30-,34+/m1/s1

Standard InChI Key:  CNOKDSBMZBPMBW-UNBVXKHDSA-N

Alternative Forms

1. Parent:

   

   ALA5269190

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 603.59

Molecular Weight (Monoisotopic): 603.1642

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 172.74

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.85

CX Basic pKa: 4.21

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.32

Np Likeness Score: 0.59

References

1. Bhattacharjee P, Rutland N, Iyer MR..  (2022)  Targeting Sterol O-Acyltransferase/Acyl-CoA:Cholesterol Acyltransferase (ACAT): A Perspective on Small-Molecule Inhibitors and Their Therapeutic Potential.,  65  (24.0): [PMID:36473091] [10.1021/acs.jmedchem.2c01265]

Source

Source(1):

• Scientific Literature